Shemales Porn Stories
Page 68

TV/CD adventures - going for ice, remember ID

It's amazing what high heels, wig, makeup, nylons, mini, etc can do for ya when going out in public.

Couple months ago I got me a room at Imperial Palace on the strip and I think the front desk caught on I was using the room for casual sex. I put up an ad on craigslist and gave out the room number. But setting up times and availability was difficult because I didn't have a computer in the room. So the front desk constantly was connecting me to "different" guys. After being drilled deep by 2 guys I decided to go for ice in my fishnet no panties slut outfit. My ass was gaped and sloppy... Continue»
Posted by vegasjful 1 year ago  |  Categories: Shemales  |  Views: 179  |  
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Chrissie and the Professor

Possibly the after hours engagement with an English Literature professor at college may have been the thing that convinced me that older
men might be more to my liking.
It was during my Junior year at the university when we were discussing the poetry of Arthur Rimbaud, the French poet, that I became infatuated with my professor. He was a typical scholarly gentleman one would expect to encounter at a major university. He was in his mid fifties, and still in remarkable condition for his age. He was about just under 6 feet tall, blue eyes with salt and pepper hair. In class he was charming, w... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, Shemales  |  Views: 909  |  
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Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 1 year ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1833  |  
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markie dunlap Kansas city sissy for all black Mast

I am a Sissy Faggot! I have been programed by hypnosis to write (beg) to be owned and femenized by a black Master in Kansas City Mo. For months I have watched repetedly sissy hypnoses videos and black cock worship videos. My girl freind set it all in play when she found me dressed in her panties bra and stockings. She has comanded me to tell all who read this that the phrase (black cock sissy) will in fact make me your sissy cock slave to dress me and use me as you wish. She has also instruced me to make it more intresting and let you know I live in Lees Summit and that Since I will not rememb... Continue»
Posted by markie2269 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1123  |  
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Shemale Whore and Arab Pimp

HERMAPHRODITE WHORE

It had been over a year since Johnny threw that tantrum that
ruined me and got him excommunicated from mom.

Holding me down when mom walked through the door with
her friends, colleagues, whatever and they all gasped and
screamed as my big b*****r finished doing me.
We had ample warning, we could have all vanished when
we heard them at the door.
Bobby ran away and got dressed. The chickenshit
denied any knowledge of the event.
Smart but chickenshit.

Mom severed all ties between me and our doctor's
little perv ring, so I had no more money coming in.
I di
... Continue»
Posted by Utubeslut 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 881  |  
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Meeting with the Boss

I arrived to work to find out that my boss wanted a meeting to discuss my future with the company. I wasn't sure if this was good or bad. My boss, Erica, is a very beautiful woman. She is hispanic with bronze skin. She resembles Eva Mendes and is about 5'7" tall, 130 lbs with great curves. She always wears tight skirts and blouses. I entered her office and she told me to sit. After talking for about 20 minutes I was thinking this is good because I would have been fired immediately.

She then asked me how dedicated was I to her and the company. I said very dedicated and that I love working he... Continue»
Posted by swordlvr69 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 3733  |  
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China (Part Two)

China had invited me to a little party at her house for her “Special Friends” it wasn’t supposed to be a sex party but there were going to be plenty of girls I would want to at the very least flirt with. And she said, “I will make sure to put you in the hot tub with at least six or seven that will just love you.”

I was hard the moment she even mentioned that opportunity though I had to realize this wasn’t supposed to be about sex it was just a little gathering of her friends and others who liked them. There might be prospects of sex for a later date or even possibly later that night but n... Continue»
Posted by NaughtyNshy 1 year ago  |  Categories: Shemales  |  Views: 702  |  
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my shemale GF part 5

If you read my last story, you know that Ashley said she was going to dominate me, well that's exactly what she did.

So today after work I went back to Christy's place not actually thinking she was going to fuck me. Christy was home before me and asked me to clean up, which is the universal sign for us that she's gonna fuck me. I kinda forgot what Ashley said last night since I was blazed. I cleaned up, went to the f****y room, and noticed the fuck machine was out, harnesses, some contraption that held me up in the air, and other bdsm things. Ashley comes up behind me and handcuffs me and s... Continue»
Posted by germanface 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 612  |  
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my first gay fuck

I've slways crossdressed, from when I was 12 years old. I started by wearing my Mum's knickers and bra, tights, knee high boots and a dress or skirt and top. it felt fantastic wlaking around on high heels, in the back garden, knowing that all the neighbours had to do was look over the fence and see me all dressed up! My cock got so hard and I'd wank myself dry!
I carried on all through my teenage years, using girlfriends underwear. At the swimming pool, where I used to work, I'd have a shower wearing the girls high cut swimming cossies! The feel of the wet lucra around my ass and cock was rea... Continue»
Posted by Nikki_xd 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3126  |  
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Cow Girl`s got something hard in her jeans

Last Friday night me and the guys from work stopped to have a couple of beers. which of course turned out to be a whole lot more. boy was i going to be in trouble when i got home. but when i got home it was all quite, too quite. then i saw the note. "You son of a bitch you knew we had that dinner at my mother`s!" i knew i was in big trouble now. being a little d***k i thought hell with it i am going to have a good time any ways. so i put on my boots and grabbed my cowboy hat and headed to the bar to do a little country dancing. as i looked around i noticed a nasty looking blond on the other ... Continue»
Posted by manard 1 year ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 2110  |  
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my shemale GF part 4

I am now pretty much living at Christys place along with Ashley. So Ive reverted back to my 13 year old self of having wet dreams, and its really annoying especially waking up with a puddle in the bed. Chrisy went shopping, while i was just chilling and smoking weed with Ashley. Christy walks in and pulls out pull-ups, and says "Here this should help with the problem." Ashleys geeking out (histarically laughing) Christy says "You shouldnt be laughing we're all wearing them...." She throws Ashley amd me one. We all take off our pants, and pull them up, they were very comftorable suprisingly, th... Continue»
Posted by germanface 1 year ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 747  |  
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Alex Two: The Next Time.

Part Two of ??? (there is another series I'll start too, Hopefully its not too
repetitive and my fetishes aren't showing too strongly. heh. That is sort of a
prequel to this, I guess. I had forgotten about it till just now when I found it in a
misnamed folder.)


Alex Two: The Next Time.
By Alex Shouse.

Chapter Three - Hard Work.

I had stayed there for awhile long after he had left. Long enough for my own cum to start drying
where it had spattered. The inside of my mouth felt thick and coated, with a slight acidic aftertaste,
And my jaw was a little stiff from the ... Continue»
Posted by AlexShouse 1 year ago  |  Categories: Shemales  |  Views: 258  |  
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My first CD

I remember how horny I was when I was living in Hollywood. I was only there for a few months but I remember the smell of sex in the air. This story is about me and my first encounter with CD and then my first encounter with a real tranny. I was constantly looking at shemale porn and became balsy enough to email some through CL. I didn't want to pay so i was looking for nsa hook up. A couple responses came through and I started talking to one. I was all codeined out but still for some reason horny. Im 24 skinny and straight(but i wanted to try a shemale). I finally showed up and i knew from the... Continue»
Posted by goldenstarboy 1 year ago  |  Categories: Shemales  |  Views: 986  |  
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TRANSLESBIANS [this is a true story ]

When I first got married in 1992,my exwife,and I were getting along well,everything inbetween,ecept for sex,either I was stressed out from work,or somthing else.well one night we were talking in bed,and were dicussing what we wanted to try out in the bedroom.I'd say well blindfolds,and being tied up sounds nice,or even whipcream,and some type of cream dessert,where we would smear over are bodys and lick it off.but then it happen,I told her that I use to dress in drag,she replied what?she new what I was talking about,and went to raing hell.after a few hours of arguing,she finaly calm down,wasn'... Continue»
Posted by blonde68 1 year ago  |  Categories: Shemales  |  Views: 659  |  
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My First Gangbang

For as long as I can remember, I have always enjoyed wearing women's clothing. When I was in fifth grade, I started wearing pantyhose under my pants during the winter. By the time I was going into the seventh grade, I had learned that, not only did I enjoy wearing pantyhose, I also liked playing with peckers too ;-)

As you may imagine, I became VERY popular! Pretty soon, there wasn't a sl**pover in the neighborhood that I wasn't invited to ;-)

I quickly developed what would be a lifelong obsession: semen. And no matter how much I got, I still wanted more! The feel of it squirting into my... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 4389  |  
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Shemale Surprise!

I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked together at a law firm in the city.

Mike had a fiancee` but he didn't live with her because he didn't want to upset her parents who were very traditional and devoutly religious. Actually, I found it hard to understand how Mike could live with this unbelievably beautiful black girl, apparently withou... Continue»
Posted by leadpencil21 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2497  |  
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mistres

My wife (Airlia) and I are open minded when it comes to sex. We are pretty much into everything, but at the moment we found ourselves going to a mistress for a bit of fun. We have been to our mistress four or five times so far and we both enjoy watching the other getting abused, especially Airlia when my mistress uses her strapon with me, but this session is one I will remember for a long time to come.

I found myself standing, legs apart, my arms outstretched above me, cuffed to chains hanging from the ceiling. Two other chains, suspended from the ceiling, were attached to my nipples by the... Continue»
Posted by leadpencil21 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 473  |  
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The surrender

I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with eyes that seemed to size me up as a meal. I was about to approach her, when, surprisingly, she got up and approached me. We chatted for a while and downed a few drinks. The last one went to my head, so I turned down her offer to buy the next. “Hey”, she said seductively, “have a couple for me”, and undid the top few bu... Continue»
Posted by leadpencil21 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 569  |  
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trying new sexual pleasure

I was 18,when I started to exploring other sexual pleasure,you could say that I had a wild,and kinky side.when ever there was nobody home,I would go in the bathroom,and grab a pair of my s****r panties,and would put them on.it felt so good ,as my cock would get totaly hard,I even wet far wearing her bra,or a slip,that I would find in the clothes hamper.that this started me into crossdressing.when I moved out,I had a nice little wardrobe at my new placeI dicided to go out dressed as a beuitfull sexy girl,wearing a red blouse,short mini skirt,with a black lace bra,matching garterbelt,and lace st... Continue»
Posted by blonde68 1 year ago  |  Categories: Shemales  |  Views: 860  |  
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The Real Rio


I never really paid much attention to she males before. While in Brazil i went to a straight porn theater in the business district at the end of a work day. Everywhere and fucking sexy. Walking around with silky neglacie and heels. The hottest straight married guys would take then in the men's room put them on the wall and fuck them like the building was falling.
Walking out tucking fat wet daddy dicks back in their slacks to head home to the wife and k**s.

I went and found a seat one in from the isle and a burly daddy sits next to me in a dress shirt and slacks. Dropping his hand in m... Continue»
Posted by meatcoachsboy 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2541  |  
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